The best running trails around Key West
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Jogging around Key West offers a unique experience across a largely flat landscape, characterized by extensive waterfront paths and tropical surroundings. The island's compact size and minimal elevation changes make it accessible for runners of all levels. Routes often feature ocean views, historical landmarks, and the distinct architecture of Old Town Key West, providing diverse scenery for outdoor activity.
Best jogging routes around Key West
- The most popular jogging route is Southernmost Point Buoy – Mile 0 of U.S. Highway 1 loop from Key West, a 10.1 miles (16.2 km) trail that takes 1 hour 41 minutes to complete. This route connects iconic landmarks and offers views of the historic Old Town.
- Another top favourite among local runners is Southernmost Point Buoy – Historic House in Key West loop from Key West, a moderate 4.9 miles (7.9 km) path. This route winds through residential side streets, showcasing the island's unique architecture.
- Local runners also love the St. Pauls Episcopal Church – Southernmost Point Buoy loop from Key West, a 2.6 miles (4.2 km) trail leading through historical areas, often completed in about 26 minutes.
- Jogging around Key West is defined by waterfront paths, historical landmarks, and tropical surroundings. The network offers options for different ability levels, from easy strolls to more challenging long-distance runs.
- The routes in Key West are highly rated by the komoot community with an average score of 4.8 stars from over 10 reviews. More than 1000 runners have used komoot to explore Key West's varied terrain.
Last updated: May 2, 2026
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Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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7.58km
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Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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9.91km
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Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Key West
Tips from the Community
Smathers Beach, named after George Smathers (1913-2007), a former U.S. Senator from Florida and a friend of President John F. Kennedy, is the largest public beach in Key West, stretching about half a mile along the Atlantic Ocean. It begins at mile marker zero and is beautifully lined with coconut trees. On September 2, 2013, long-distance swimmer Diana Nyad made history by arriving at Smathers Beach after swimming 110 miles from Havana, Cuba, becoming the first person to complete the journey without a shark cage.
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Very beautiful church with a wooden ceiling and colorful windows. Well worth a visit.
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It is very interesting to see how long the wooden houses, which are "simply" built from a Central European perspective, can withstand the organs etc.
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It is quite busy here at lunchtime. It is better to get up early, then you will be able to get an uninterrupted picture. The Southernmost Point is considered the southernmost point in the continental United States and is located on the last of the Florida Keys, Key West. It is located on the edge of the city of Key West in the Upper Duval district on the corner of Whitehead Street and South Street. It is only a few minutes' walk to the city center. The Southernmost Point is actually not the southernmost point in Key West. This is located on the US Navy base next door. Since Key West is an island, the southernmost point in the continental USA is near Flamingo in the Everglades. Source Wikipedia
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The oldest house in South Florida is located at 322 Duval Street in Key West. The house and gardens are open to the public every day except Sunday and Wednesday from 10 a.m. to 4 p.m. Admission is $5.00. Staff and docents are available to provide historical information about the house and family and to answer questions. The house features family portraits and original furnishings, as well as other historical pieces, ship models and documents that tell the story of old Key West. At the back of the house is a spacious, peaceful garden where the benches invite you to sit and reflect. There you will see the only surviving Cook House in South Florida.
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St. Paul's Episcopal Church enjoys a prominent location on Key West's busy Duval Street. But even without this enviable property, the church would be hard to miss. On sunny days, the white facade stands out brilliantly against the bright blue Key West sky. Inside, you'll find a peaceful sanctuary from the bustling city.
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This museum exhibits local history and art. The building is the best preserved Martello tower in the country.
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This airport (ICAO: KEYW, IATA: EYW) is the southernmost airport of continental USA.
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Frequently Asked Questions
How many running routes are available in Key West?
There are over 50 running routes around Key West, offering a variety of experiences for all levels. The komoot community has rated these routes highly, with an average score of 4.8 stars.
What is the typical terrain like for jogging in Key West?
Key West is known for its largely flat terrain, making it accessible for runners of all levels. Routes often feature paved paths along the waterfront, through historic Old Town, and within state parks, with minimal elevation changes.
Are there any easy jogging routes suitable for beginners or a relaxed run?
Yes, Key West offers several easy jogging routes. For example, the St. Pauls Episcopal Church – Southernmost Point Buoy loop from Key West is a 2.6-mile trail that takes about 26 minutes to complete and leads through historical areas.
What kind of views or landmarks can I expect to see while running in Key West?
Jogging in Key West offers stunning coastal scenery and historical landmarks. You can expect ocean views, palm-lined paths, and glimpses of iconic spots like the Southernmost Point Buoy. Routes often wind through charming Old Town, showcasing unique architecture and historical sites such as the Key West Lighthouse or The Ernest Hemingway Home and Museum.
Are there any dog-friendly running routes in Key West?
Many of Key West's outdoor areas and paths are dog-friendly, especially those along the waterfront or in less crowded residential areas. A notable route that passes by a dog-friendly area is The Stoned Crab – Dog Beach at Vernon Avenue loop from Stock Island, which is a longer, more challenging option.
Can I find family-friendly jogging options in Key West?
Absolutely. The flat terrain and well-maintained paths make many routes suitable for families. Shorter loops through Old Town or along Smathers Beach offer pleasant, easy runs for all ages, allowing you to enjoy the tropical surroundings together.
What is the best time of year to go jogging in Key West?
Key West offers pleasant year-round weather for outdoor activities. However, the cooler, drier months from November to May are generally considered ideal for jogging, as summer can be quite hot and humid. Early mornings or late afternoons are best to avoid the peak heat.
Are there any running routes that offer a good mix of history and nature?
Yes, Fort Zachary Taylor Historic State Park provides an excellent combination. It features several miles of nature and bike trails, including a 1.1-mile Point Trail, allowing you to explore the historic fort and enjoy the park's beach and natural beauty during your run.
Where can I find parking or access routes via public transport?
Parking is available at various points around Key West, especially near popular beaches like Smathers Beach or within state parks. Many routes, particularly those in Old Town, are also easily accessible by walking or cycling from accommodations, and the local bus system can connect you to different parts of the island.
Are there any long-distance running options for experienced runners?
For those seeking longer distances, routes like the Southernmost Point Buoy – Mile 0 of U.S. Highway 1 loop from Key West offer a challenging 10.1-mile experience. Portions of the Overseas Heritage Trail also provide unique long-distance running opportunities with expansive views.
What are the most scenic running routes in Key West?
Many routes in Key West are incredibly scenic, particularly those along the waterfront. Sections of North and South Roosevelt Boulevard offer palm-lined waterside running, and Smathers Beach provides a beautiful half-mile stretch along the Atlantic Ocean. Routes through Old Town also offer picturesque views of historic houses and charming streets.
Are there any circular running routes available?
Yes, many of the popular running routes in Key West are circular, allowing you to start and end at the same point. Examples include the Southernmost Point Buoy – Historic House in Key West loop from Key West, which is a moderate 4.9-mile path winding through residential streets.
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